Holiday rentals with a pool in Oldtown Scottsdale

Apartment in Fashion Square

A comfortable living area features a brown leather sofa, complemented by a circular natural fiber rug. Light filters through sliding glass doors leading to a private patio. Wooden wall accents provide texture, while framed artwork adds visual interest to the space.

4.91 out of 5 average rating, 140 reviews

Luxury Condo-Sage Serenity-Steps to Old Town

Located in Old Town Scottsdale, only steps away from Scottsdale Fashion Square Mall. You will be within walking distance from an abundance of shopping, restaurants and an energetic nightlife. Start the day by making your morning coffee at the coffee bar and finish the day by enjoying a wine on the patio. Turn on the oil diffuser and sound machine; and get a full nights rest in the King bed. Whether it’s for a golf trip, work trip, girls weekend, or a romantic getaway, Sage Serenity is your home.

5 out of 5 average rating, 111 reviews

A covered patio features a dining table with chairs and lounge couches, surrounded by stone flooring. The interior showcases a well-appointed bedroom with a large bed and sleek furnishings. A staircase and living area can also be seen, with modern decor and a TV in view.

Townhouse in Scottsdale

Walk to Old Town | 2 Master Suites & Pool!

THIS MUST BE THE PLACE! The modern & chic Old Town Scottsdale getaway you have been looking for (with a caring, local host to boot)! Just remodeled & handsomely appointed, you will have all you need & more for a relaxing, fun & stress-free Scottsdale holiday! Experience everything that makes Old Town unique! This townhouse sits right on the edge of the bustling entertainment district… full of bars, clubs, restaurants, coffee shops, art museums, shopping boutiques, spring training games & more!

Home in Downtown Scottsdale

The outdoor area features a private pool with steps leading into the water, surrounded by a shaded patio. Lounge chairs are positioned nearby, and a pergola provides shelter. The home is illuminated at night, enhancing the serene ambiance of the space.

4.87 out of 5 average rating, 249 reviews

Scottsdale Gem | Private Pool, Spa & Amazing Host

Ideal for getaways with family and friends, this Old Town retreat offers comfort, space, and fun. The pool and spa are the home’s best features: a private pool with in-water seating and a spacious in-ground gas heated hot tub create the most comfortable hangout spot. With 3 bedrooms and 2 baths in the main house plus a private casita with its own bedroom, bath, couch, and TV; the home offers the perfect mix of shared space and privacy, giving families and groups maximum flexibility and comfort.

Superhost

A comfortable living area features a gray sofa adorned with turquoise pillows, complemented by two matching armchairs. A coffee table holds magazines and decorative items. Abstract wall art adds a touch of color above the sofa, with soft lighting provided by stylish table lamps.

4.8 out of 5 average rating, 114 reviews

Resort Retreat for Up to 7 HeatedPool*Gym*Spa*Wifi

Welcome to the heart of Scottsdale! This condo is walking distance to Old Town, Fashion Square, and the Entertainment District. It features custom-built cabinets and quartz counters with ambient lighting setting a calming mood throughout every room. The pool refreshes during the summer months and is heated in the winter for year-round enjoyment. It's the perfect spot to post up and enjoy hundreds of world class restaurants, golf courses, amazing hikes, sporting events, nightlife, and shopping.

An outdoor heated pool area is visible, featuring lounge chairs and private cabanas. The pool is illuminated with soft purple and blue lights, providing a tranquil ambiance. Modern buildings surround the space, with palm trees adding a touch of greenery.

4.98 out of 5 average rating, 165 reviews

Penthouse Mountain View Old Town Scottsdale - C-85

Incredible penthouse with views of Camelback Mountain. Come relax in this 2 bedroom unit located in old Town Scottsdale. Walking distance to the famous Fashion Square Mall, amazing restaurants, nightlife .The property offers numerous amenities such as a pool with lounge chairs, hot tub, private cabanas, state of the art workout room as well as a business center. This penthouse offers privacy and an incredible view of Camelback Mountain. Are you ready for a private oasis getaway Minimum age 25

An open living space features a sleek gray sofa, a coffee table, and a mounted television. A dining area with a round table and chairs is positioned near large windows. Planters add greenery to the ambiance, complemented by a dark accent wall and light wood flooring.

4.97 out of 5 average rating, 155 reviews

10 min walk Old Town - Fashion Square - King Bed

Enjoy this newly renovated and stylish one-bed condo in Old Town with the perfect blend of modern style and comfort. The open concept living space features clean lines, sleek finishes, creating a chic and sophisticated environment. Located in the heart of Old Town Scottsdale, just steps away from the best dining, shopping, and entertainment options the area has to offer. You’ll have access to all the excitement of the city while still enjoying a peaceful and private retreat. Permit # 2039867

5 out of 5 average rating, 162 reviews

A spacious rooftop terrace is furnished with four lounge chairs and a wooden table surrounded by palm trees. The area offers expansive views of the surrounding landscape against a clear blue sky, providing a serene setting for relaxation.

Townhouse in Scottsdale

Walk to OldTown! SW Vibes, Rooftop, Iconic Murals!

🌟Location - Location - Location!🌟 THIS IS IT!! Bursting with SW charm, this trendy 1800sqft two-story/end-unit townhome is the perfect homebase while you explore AZ! Steps to OldTown; easily walk to restaurants, bars, shopping & nightlife! Featuring 2 custom Wall Murals for perfect photos, Updated Kitchen, 2 Desks, Garage, Laundry & PRIVATE ROOFTOP Terrace! Community pool (not heated) & dog-friendly. Check out our 5-star reviews & you can be assured of an exceptional experience with us.

Condo in Downtown Scottsdale

A picnic basket is positioned next to a potted plant, featuring neatly arranged utensils and plates inside. Beside it, a rolled-up blanket showcases a colorful striped design, adding a touch of vibrancy to the serene space.

4.96 out of 5 average rating, 247 reviews

HeatedPool, Upscale in OldTown Scottsdale

Located in the quiet heart of Old Town Scottsdale, we have a year-round HEATED POOL & SUPER FAST WIFI. In this safe enclave we are a pleasant 5-10 minute walk to famous restaurants, shopping, bars, museums, & Spring Training. We offer a chef's kitchen, luxury towels & bedding, 4K TV w/Roku & free NETFLIX, Nespresso & classic coffee machines w/Starbucks coffee, A/C, a bedroom ceiling fan, dedicated covered parking, Tempur-Pedic king bed, sofa bed, and a beautiful bathroom. Condo sleeps 4.

Home in Downtown Scottsdale

4.97 out of 5 average rating, 226 reviews

Glam Designer House, Heated Pool, Walk to Old Town

Reliably operated by a top AZ Superhost with 4,400+ 5 star stays. Everything inside and out is updated and carefully curated by a team of local designers. Three bedrooms, fully stocked gourmet eat-in kitchen. Spacious, private resort-like yard with a heated pool, BBQ and outdoor dining. Sitting area out front with sunset views of iconic Camelback Mountain. Quiet residential neighborhood less than a mile walk to Old Town Scottsdale and 11+ mile greenbelt. Garage w/ EV charger. INCLUDED 👇

A vibrant sunset casts warm hues over a tranquil saltwater pool, reflecting the colorful sky. Lounge chairs are positioned nearby, and a stylish hot tub can be seen in the background, inviting relaxation. The exterior of the cottage is illuminated as evening approaches.

4.96 out of 5 average rating, 101 reviews

Old Town Oasis | Heated Saltwater Pool & Hot Tub!

Escape to a world of luxury & tranquility at our Beach Cottage, an exquisite 3-bedroom, 2.5-bath retreat nestled in the heart of Old Town Scottsdale. Experience 2,500 sq ft of comfort & elegance, with a Saltwater Pool, Isla Margarita Elite Spa, and a delightful "She Shed" offering modern amenities & relaxation. From BBQs by the pool to cozy movie nights on a 75 inch HDTV, this charming Cottage promises an unforgettable blend of relaxation & fun. Book to experience this enchanting getaway.

4.98 out of 5 average rating, 178 reviews

A modern kitchen area features white cabinetry and sleek grey countertops. An art piece depicting a flowering tree adds a touch of nature. A coffee maker, kettle, and decorative plant are arranged neatly, alongside a microwave that is integrated into the cabinetry.

Townhouse in Scottsdale

Modern Farmhouse - Best Location in Scottsdale.

Location, LOCATION! Be in the heart of Scottsdale in this high-end remodel. Enjoy this resort-like setting where your private patio opens directly to the pool area. Quiet, family-friendly community is across the street from Fashion Square Mall and walking distance from most Old Town attractions. Upgraded unit comes supplied with coffee and all essentials. Responsive, accommodating owners excited to assist with your perfect vacation. Free 250Mbps Internet. Scottsdale STR license 2024621

The living room showcases a cozy seating area, featuring a dark sectional sofa and a light-colored accent chair. A wooden coffee table sits in the center, and a large television is mounted on the wall. Natural light filters through plantation shutters, creating a bright ambiance.

4.9 out of 5 average rating, 218 reviews

Sparkling clean Old Town Condo

This roomy one bedroom condo is conveniently located within walking distance to Old Town Scottsdale. Bedroom furnished with premium memory foam hybrid mattress and premium linens for a great night's sleep. Living room features a queen size pull out sofa with memory foam mattress and a desk. Freshly remodeled bathroom with tub and shower. Kitchen fully stocked with everything needed to cook a meal and propane grills in the shared spaces. Huge resort like heated pool and hot tub.

Popular amenities for Oldtown Scottsdale rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A vibrant outdoor space features a heated pool surrounded by lounge chairs with orange cushions. Large striped umbrellas provide shade, and decorative lights line the perimeter, creating an inviting atmosphere against a colorful sunset sky.

4.89 out of 5 average rating, 167 reviews

Heated Pool, Hot Tub, Fire Pit, Golf | Old Town!

4.91 out of 5 average rating, 152 reviews

Home in South Scottsdale

The Dollhouse - Heated Pool and Mini Golf!

A newly remodeled backyard showcases a refreshing pool and spa, surrounded by lounge chairs and shaded seating under an umbrella. The evening view highlights the well-lit area, creating a relaxing ambiance for gatherings. The home is framed by a white wall, enhancing privacy.

4.95 out of 5 average rating, 264 reviews

NEW! Old Town Rapture SPA+Heated Pool 5beds/2bath

The outdoor space features a modern pool with submerged loungers and a sun umbrella, set against a backdrop of green grass and palm trees. A covered patio offers shaded seating, while textured walls and desert plants enhance the serene atmosphere.

4.99 out of 5 average rating, 138 reviews

Near Old Town Scottsdale | Private pool | Golf

4.9 out of 5 average rating, 99 reviews

A modern kitchen showcases sleek white cabinetry and marble countertops. Open shelving displays stylish dishware, while a large window allows natural light to brighten the space. Four wooden stools are arranged at a central island, which features built-in appliances and minimalist decor.

Home in South Scottsdale

Luxury Private Home! Heated Pool! Old Town!

4.92 out of 5 average rating, 105 reviews

The Blush Babe | Luxe | Free Heated Pool | Atrium

4.96 out of 5 average rating, 23 reviews

Minutes From Old Town Scottsdale, Sleeps 20

4.95 out of 5 average rating, 106 reviews

Mid-century Modern Scottsdale Home w/ Heated Pool

Condo rentals with a pool

A resort-style swimming pool is featured, surrounded by palm trees and lounge chairs. The water appears clear and inviting, reflecting the blue sky above. Nearby, recreational areas and shaded seating options can be seen, enhancing the outdoor relaxation space.

4.89 out of 5 average rating, 171 reviews

POOL VIEW - 2 Bedroom - Walk to Old Town

The outdoor pool area is surrounded by lush palm trees, creating a tropical atmosphere. The spacious pool features a clear blue surface, and lounge chairs are positioned nearby for relaxation. The backdrop includes the condominium buildings framed by greenery.

4.93 out of 5 average rating, 343 reviews

Resort Style, Luxury Condo | Old Town Scottsdale

Superhost

A spacious living area features a large gray sectional sofa, a woven side table, and a coffee table. A wall-mounted flat-screen television is positioned across from the seating. Light enters through sliding glass doors that lead to the outdoor space, complemented by subtle green decor.

Condo in Downtown Scottsdale

4.92 out of 5 average rating, 250 reviews

Boho-chic Scottsdale stay

4.96 out of 5 average rating, 138 reviews

A spacious lounge area is depicted, featuring a large sectional sofa paired with small side tables. Abstract wall art adds a touch of color above the sofa. A light-colored coffee table sits in the center, surrounded by a woven runner, with a decorative vase included.

Condo in Fashion Square

Walk to Old Town | Poolside | King Bed | Pristine

A resort-style heated pool is surrounded by palm trees, creating a relaxing atmosphere. Lounge chairs line the poolside, inviting guests to relax. The surrounding buildings are visible in the background, adding to the inviting ambiance.

4.85 out of 5 average rating, 397 reviews

Swanky Condo | Stylish Dark Decor | Heated Pool

A modern living area features comfortable seating arrangements, including two armchairs and a sectional sofa. A flat-screen TV displays a vibrant landscape image. Natural light fills the space, highlighting the contemporary decor and open layout that connects to the dining area and kitchen.

4.99 out of 5 average rating, 130 reviews

Remodeled Retreat: Sleep Number King+Heated Pool

Condo in Downtown Scottsdale

A cozy living area is highlighted by a comfortable sofa adorned with colorful pillows. A wooden coffee table sits atop a patterned rug, while a striking landscape photograph decorates the wall. Natural light illuminates the space through nearby glass doors.

4.95 out of 5 average rating, 261 reviews

Desert Oasis - 105, Heated Pool, Walk to Old Town

A large heated pool is surrounded by tropical palm trees and landscaped greenery. Several lounge chairs are positioned around the pool, inviting relaxation under clear blue skies. The two-story buildings in the background complement the resort-like atmosphere.

4.91 out of 5 average rating, 384 reviews

Walking distance to Old Town Scottsdale!!

Home rentals with a private pool

4.95 out of 5 average rating, 114 reviews

A refreshing swimming pool is surrounded by vibrant green grass and mature trees. Colorful sun umbrellas provide shade over reclining lounge chairs, while a separate guest house is visible in the background featuring large windows for natural light.

Villa in Scottsdale

Mid-Century Modern w/ Guest House in Old Town

Superhost

A private pool area features a vibrant pink inflatable flamingo floating in the water. Lounge chairs in blue are arranged on the edge of the pool, with a patio area visible in the background. The space offers a relaxing outdoor environment under clear skies.

4.78 out of 5 average rating, 272 reviews

Luxury Oasis Pool, Hot Tub, Greenbelt, Hiking

4.97 out of 5 average rating, 889 reviews

The bedroom features a queen bed with premium linens and a cozy yellow accent blanket. Art pieces adorn the grey walls, and large windows provide natural light. A ceiling fan and stylish furniture, including bedside tables and a chair, enhance the contemporary decor.

Guest suite in Phoenix

Luxury Guest Suite in Resort Setting with Pool

4.97 out of 5 average rating, 231 reviews

An inviting pool area features a spacious swimming pool surrounded by lounge chairs and tropical palm trees. A shaded patio with seating overlooks the pool, providing a relaxing outdoor space. The area is enclosed by a wooden fence and has landscaped greenery for added privacy.

Home in Encanto

Paradise Found, Conferences, Concerts, GCU, Pool

4.97 out of 5 average rating, 118 reviews

A fenced pool area is highlighted by a vibrant pink flamingo float. Lounge chairs are positioned around the pool, while a pool house is visible in the background. Sunny skies and greenery provide a refreshing outdoor atmosphere.

Home in Arcadia

Arcadia Beauty w/ Pool-5 mins from Old Town

4.97 out of 5 average rating, 174 reviews

The Palm: Heated Pool, BBQ, Fire Pit & Game Room

4.93 out of 5 average rating, 726 reviews

A landscaped backyard features a well-maintained pool surrounded by artificial grass. A table and several chairs are positioned nearby, under a large striped umbrella offering shade. The space is designed for outdoor relaxation and gatherings.

Bungalow in Coronado

1920s Brick Bungalow in Historic Downtown Phoenix

A spacious dining area showcases a wooden table set with white dishware and subtle green accents. Above, a modern gold chandelier with multiple light bulbs is positioned, illuminating the space. In the background, the open kitchen features light cabinetry and a comfortable sitting area.